1 comments/ 164861 views/ 16 favorites Jenna's Pickle By: The Mystic Jenna's heart began to pound in her chest as she opened the package before her. Inside were photos of her having sex with a man who was not her husband. Joseph, her husband, was a politician in the local government and has aspirations to go much higher. He worked long hours and was frequently not home. Even when he was home, he was often too tired to satisfy Jenna sexually. Therefore, she occasionally found satisfaction with a handsome stranger. She always thought she was being careful and discrete, but this last time she obviously had not been. Along with the photos that vividly displayed her indiscretions were a note and some clothing. The note instructed her to be at the address at 6:00 tonight, wearing only the clothing in the package. Jenna examined the clothing. It was all black: a pair of platform boots, a halter top, a mini skirt, and an unusual thong. The crotch of this thong buttoned to the back of the waistband. When she put on the outfit, she looked at herself in the mirror. The halter top displayed her 38DD breasts well. The mini skirt barley covered her round ass. She hated to think what would happen if she had to bend over for some reason. The platform boots made her at least 5" taller. But, the worst of all was the thong. It would be very easy for someone to come up behind her and unbutton the crotch from the waistband. This, along with the mini skirt, gave her pussy very little cover. As she examined herself in the mirror, her mind raced. If she went to the address, whoever summoned her would surely humiliate and violate her. But, if she did not go, she had no doubt that she and her husband would be publicly humiliated. Joseph's career would be over and he would certainly divorce her. She could not allow that to happen. She put on a trench coat to cover herself, grabbed her car keys, and went on her way. When she arrived at the address from the package, she rang the doorbell. A young man answered the door. When he looked at her, a huge smile came over his face. Jenna blushed and lowered her eyes. Did this boy, who could not be more than 18-years-old, know why she was here? Did he know what she wore underneath her trench coat? The young man escorted her to the living room where a man, who appeared to be his father, sat, reading a newspaper. When the older man heard the two enter the room, he stood and began to walk towards them. As he came closer, Jenna gasped. This was the man from the photos. He was the man with whom she had cheated on Joseph. "It is wonderful to see you, too, Mrs. Carter," he said, as he extended his hand. Jenna hesitated to extend her own hand. "Surely, you remember me," he asked smugly, "or do you engage in too many 'social activities' to remember everyone you come into 'contact' with?" Jenna blushed. She could not move or speak. All she could do was to stare. "May I take your coat?" the man asked with a smirk. Jenna was already clutching her trench coat tightly and his suggestion that she should take it off mortified her. She turned to the younger man and kept her firm grip on her trench coat. The man could see her uneasiness, especially with the younger man present, and it seemed to please him. "Allow me to introduce my son, Rob. You needn't worry about him seeing what you have on underneath your coat; he chose the outfit for you. Besides, we're both going to be seeing more of you than what that outfit reveals." At that comment, Jenna was starting to become angry. "Who are you and why have you summoned me here?" she demanded. The man chuckled. "My name is Jimmy and you're here because my son, Rob, is an electronics genius. He fitted my van with cameras, both still and video. When you and I got to "know" each other a couple weeks ago was the first time we used the system. The pictures came out beautifully, don't you think?" Jenna blushed. "Your son was photographing and video taping me! Why?" "It's always been a fantasy of mine to watch myself with a beautiful woman. My son made that dream come true. You just happened to be the lucky lady. As I recall, you were a more than willing participant." Jenna blushed again, as she remembered that night with Jimmy. She had been horny all day long and when Joseph called from the office and told her that he would not be home until after midnight, she went out to a bar a couple towns over. Jimmy had bought her a couple of drinks, but no alcohol was needed for him to get into her panties. The alcohol did, however, help Jimmy get her into his van. Usually, Jenna was very careful to follow her lovers to a nearby hotel, so they could not notice her license plate or follow her home once she left the hotel. But, that night, Jenna was feeling a little tipsy and very horny. Jimmy helped to hold her steady and they walked to his van. When they reached it Jenna tried to say that she would follow him to a hotel, but Jimmy started kissing her all over. Soon her need for cock consumed her mind and when Jimmy opened the back of his van, she jumped in, pulled up her skirt, and spread her legs. Jimmy fucked her in every hole and in every position. His stamina was incredible, probably enhanced knowing that he was being filmed. Now, here she stood, dressed like a slut, and at the mercy of this man and his son. Rob came up from behind her and firmly released her hands from her trench coat and slit it off her shoulders and down her arms. He hung it on the coat rack by the door and then stood next to his father. Both of them stared at Jenna in her outfit. She could see their rock hard cocks bulging in their pants. "I assume you realize, Mrs. Carter, that if you do not cooperate then copies of the photos and video will be sent directly to your husband and the local media," Jimmy said. "And what, exactly, do you want from me?" Jenna asked. "Nothing more than what you did so eagerly with me just a few weeks ago," Jimmy said. "Only you will also make yourself available to me and my son, any time we want. If we call you, you will immediately come to the house dressed in whatever we select for you. If you take one second longer than 30 minutes to arrive, the photos and video will be released." Jenna's heart began to pound and her face turned beet red. She couldn't believe what she was hearing. But, she was trapped. She had no choice. She had to do exactly what these men told her. "But enough chit chat," Jimmy said. "Today is Rob's 18th birthday. I trust you will help him make it one to remember, Mrs. Carter," Jimmy chuckled. At that, Rob came up to Jenna and held out his arm as if to escort her to a fancy ball. She reluctantly took his arm and allowed him to take her to his bedroom. Once inside, he closed the door and smiled at her. He could not believe his luck. He was finally getting a woman who would tend to his every desire whenever he wanted. His cock was rock hard looking at her in this outfit and remembering her from his father's video. "On your knees," Rob ordered softly. His voice startled Jenna. It was so deep and forceful, so confident. She had expected him to be a typical teenager, intimidated in front of a beautiful, older woman. She had expected that he would fumble with her body and with the power he held over her. She had expected that he would cum, from excitement, long before he could manage to get his cock into any of her holes. Jenna slowly sank to her knees and looked up at Rob. She began to notice his features. His shoulders were broad. His whole upper body was muscular, as were his legs. His hands were big and looked very strong. She could feel herself getting wet as she imagined his strong hands fondling her breasts and fingering her pussy. His face looked young, but very handsome in a boyish way. His green eyes burned with lust as he looked down at Jenna and his lips were curled into a confident smirk. He removed his shirt to reveal his chiseled pecks and six-pack abs. He took Jenna's face in his hands and gently stroked her cheeks, rubbing his thumbs over her lips. Jenna was becoming very horny. She could feel her juices coating her thong. She squirmed and parted her lips slightly for Rob's probing fingers. She hadn't expected it, but a moan escaped her lips as Rob stroked them. "Dad told me you were a horny slut," he growled. Jenna blushed, as she suddenly remembered that she was being blackmailed by his boy and his father. She could not believe that she was enjoying this, knowing that she had no control. "Unzip me," Rob commanded. Jenna obeyed. She unbuttoned and unzipped his jean shorts and pulled them, along with his boxers, down to his ankles. Rob's huge cock sprang out and slapped her face. For a split-second, Jenna thought about punching him in the balls and making a run for it. But, before the thought could even travel to her hands, Rob grabbed her hair and pulled her head back, so she looked directly up at him. The look on his face said everything. Jenna knew she was trapped and must submit. The look on her face must have revealed her submission because that confident smirk reappeared on Rob's face. With his fingers still entangled in her hair, he tilted her face towards his cock. "Suck," was all he said, but his tone told her that she had better give him the most mind-blowing orgasm of his life or she would be punished. She shuttered to think what punishment he would bestow. Jenna leaned forward and parted her lips. She took the head of Rob's cock in her mouth and swirled her tongue around the helmet. Even with her hair still his hands, he let her set her own pace. She took his cock in her delicate hands and stroked it gently. She pushed it against his stomach and licked him all the way from balls to tip, slowly and with a lot of saliva. Once again, she could feel her arousal increasing as Rob moaned under her ministrations. She took him in her mouth and began to bob her head up and down his shaft, slowly at first. She made sure to coat him with a thick layer of saliva. She wrapped her lips around her teeth and began to squeeze and suck hard. Rob was now breathing hard. He loved the feel of his beautiful, older woman being forced to suck his cock. He almost came in her mouth as he thought of everything he was going to make her do. Rob was a good looking guy and he never had trouble getting the girls at school to suck his cock. He had even busted a few cherries before, and even one virgin ass. But, this was different. He didn't have to talk Mrs. Carter into sucking his cock. He didn't have to be smooth or charismatic. He didn't have to buy her dinner or take her to a movie. He didn't have to wait until she was ready. He didn't even have to get her off first. Once she knew what position she was in, he just had to snap his fingers and she would obey. She would do any little thing he told her and he had plenty of things he had always wanted to do, but could never get any other woman to do, until now. By now, Jenna had Rob's entire cock in her mouth. She was still bobbing up and down his shaft slowly, from tip to balls. He tilted her head to the side and brushed her hair out of her face. He wanted to watch his cock sink in and out of her mouth. He wanted to watch her cheeks suck in as she worked his cock. Soon he was ready to come. He tightened his grip on her hair and held her head still as he began to pump his cock into her mouth. She struggled slightly, but he easily held her still and commanded, "Suck harder!" Jenna obeyed. She sucked with all her might as Rob continued to pump her mouth and throat so fast that she barely had time to catch her breath. His strokes began to get faster and shorter and his breath was very rapid. She knew he would come soon. "Play with my balls," he growled between gritted teeth, as he slammed his cock into her mouth. As soon as Jenna's delicate fingers touched his balls, he shot deep into her throat. He held her head still on his cock as he spilled his seed down her throat. "Swallow," he commanded. Jenna obeyed. The feeling of her throat swallowing made his cock quiver. Even after he was finished coming, Jenna continued to suck all the juices out of his shaft. Once his cock was completely empty, he pulled his softened cock out of her mouth with a plop. "Clean me," he commanded. Jenna slurped and swallowed every drop of wetness from his cock. Rob lay down on his bed. He motioned for Jenna to crawl on top of him. She did. He positioned her so that she straddled him at his hips and grabbed his headboard with both of her hands. Her pussy was directly above his still-soft cock and her tits were directly above his face. Rob grabbed her tits in his hands and began to massage them. He rolled them and pinched the nipples. Jenna began to moan. She arched her back and thrust her tits closer to him. Rob slid one of his hands down her stomach and to her hip. She bucked her hips towards him. He slid his hand towards her soaking pussy ran his thick finger up and down her slit, coating himself with her juices. Jenna began to moan louder. Her hips began to gyrate and she spread her legs wider. She desperately wanted to rub her body against Rob's. She needed to come so badly. Rob took the juices from her pussy and smeared them on her nipples. He then blew on her nipples and they became rock hard. Jenna moaned again. Rob slid his hand back down to Jenna's pussy and slipped his thick finger between her pussy lips and flicked her clit. Jenna breathed in sharply and her hips tried to buck at his hand. He reached around to her ass and spanked her, hard. "Hold still," he commanded. Jenna obeyed. He went back to her clit and began circling it with his finger. Jenna's breathe quickened and she trembled as she tried desperately to hold still. Rob smiled as he watched her writhe with desire and watched her tits quiver right in his face. He quickened his pace on her clit. He was going to tease her to orgasm. Jenna could barely stand the stimulation. Her orgasm was so close, yet just out of reach. Her juices were oozing out of her pussy and down her thighs. Her nipples were rock hard and in desperate need of attention. Even her feet were becoming hot and tingling from Rob's slow torture. Almost involuntarily, Jenna arched her back and threw her head back. Her tits are thrust into Rob's face and her legs spread further apart, lowering her swollen clit closer to Rob's teasing finger. But Rob only moves his finger back, maintaining his slow circling motion. He does, however, take one of Jenna's nipples into his mouth and begins to suck hard on it. The sensation travels directly from her nipple to her pussy. "Please," she begged, but as soon as the words were out of her mouth, she blushed and looked down at Rob. She dared not move because she knew the power Rob held over her. But, she was suddenly ashamed of the position she found herself and the desire he stirred in her. She was supposed to hate this boy and his father for blackmailing and using her for sex. She had no choice but to service them, but how could she enjoy it? How could she crave it and need it so desperately? She did not know, but as she looked down on this boy with his perfect body, masterful technique, and his total confidence, she knew that the photos had lured her here, but the desire he had unleashed would keep her coming back. At that moment, she realized that she was Rob's slut and that she would do anything to please him because only by doing so could she hope to be satisfied. "Please, what?" Rob asked with a smile on his face. "Please make me come," Jenna begged. "And what if I decide that you will not come today," he asked as he continued to circle her clit with maddening slowness. Jenna whimpered with desperation as she thought about the total power he had over her; the power to leave her in agony. Rob continued, "What if I decide to tie you to the bed for the night with you arms high above your head and your legs spread wide to ensure you will not pleasure yourself?" "No," Jenna half moaned, half begged. The thought of being this aroused with absolutely no outlet made her head spin. "Please," she continued, "I am yours. I will do anything you want." "Anything?" Rob asked. "Yes, just tell me what to do and I will do it." At that, Rob flipped Jenna onto her back, next to him. He placed the heel of his hand directly onto her clit and began vibrating his hand, hard. Jenna could feel her pussy contract as her orgasm swept over her. She lifted her hips towards Rob's hand and her orgasm intensified. As she continued to climax, Rob whispered directly into her ear, "I want you to suffer." The power of his voice and his message sent Jenna over the edge and she lost consciousness as her orgasm came to a crash ending. Jenna's Pickle Ch. 02 Please read Jenna's Pickle first. The phone rang and Jenna answered. "Come over and wear the outfit," the voice commanded. Jenna recognized the voice. It was Rob and she had no choice but to obey. She stripped off all her clothes and went to her closet. Inside a shoe box at the very bottom, she retrieved her "outfit." She put on the halter top, the mini skirt, the thong, and the platform boots. She covered herself with her trench coat, grabbed her car keys, and set off to Rob's house. When she arrived, she let herself in with the key Jimmy had given her. She hung her trench coat on the coat rack in the hallway and went directly to Rob's room. She was getting wet thinking about what he would do to her. But, as she opened Rob's bedroom door and walked in, her arousal turned to shock and embarrassment. Sitting on Rob's bed was another young man, reading a magazine. When he looked up to see Jenna, his eyes grew wide with surprise and excitement. Jenna blushed deeply; she was so embarrassed that someone other than Rob or Jimmy saw her in her "outfit." After all, it left very little to the imagination. Jenna turned to walk out of Rob's room, but she wasn't five steps out when she bumped into Rob. "Where do you think you're going, Mrs. Carter?" Rob asked with a smirk on his face. "Aren't you even going to say hello to my friend?" "What do you mean?" Jenna stammered, but she already knew the answer. Rob and Jimmy still had the photos and video of her cheating on her husband. Just because Jenna was beginning to enjoy being their sex slave didn't mean that she had any say over what they did to her ... or to whom they "loaned" her. Rob slid his left hand around Jenna's waist to hold her and slid his right hand underneath her mini skirt. He pushed her thong to the side and slid his finger in between her pussy lips. He could feel how wet she was and smiled. He rubbed her clit lightly. Jenna moaned, arched her back, and spread her legs apart, but Rob had no intention of continuing and he removed his hand from beneath her skirt. Instead he turned her around and escorted her back into his room, where his friend was still sitting on his bed. "Billy, I want you to meet Mrs. Carter," Rob began. "Mrs. Carter, this is my good friend, Billy. I'm afraid Billy has a bit of a problem that I think you may be able to help him with." As Rob continued, Billy was staring at Jenna's body and she could see his cock straining against his jeans. "You see, Mrs. Carter, Billy here is a virgin." Billy lowered his head and blushed when Rob revealed his secret to this beautiful, sexy woman, but he became elated and smiled brightly when Rob added, "And I think you should help him get rid of it." Jenna blushed deeply as she stared at this young man. He looked to be the same age as Rob, he was probably one of Rob's classmates, but he didn't have any of Rob's confidence or sex appeal. He was a virgin in every sense of the word. Jenna looked at Rob and silently begged him not to make her do this, but Rob only smiled slyly at her. He gently grabbed Jenna by her hips and maneuvered her to face the wall directly in front of Billy. As Billy was still sitting on Rob's bed, this gave him an excellent view of her ass. Rob proceeded to place Jenna's hands on the wall high above her head. Finally, he spread her legs wide apart and stepped aside, giving Billy full view of Jenna's backside. "Now, Mrs. Carter, I want you to beg Billy to fuck you," Rob commanded. Jenna blushed deeply. Her head was spinning. She knew she had to obey, but the thought of this teenage virgin awkwardly fumbling over her made her sick. Her embarrassment was unbelievable, but so was her arousal for Rob. With her hands still high on the wall, she turned to look at Billy over her shoulder. His eyes were wide as he looked up and down her body. His erection was clearly visible through his jeans and his cock looked large. Jenna glanced over at Rob, who was leaning up against his desk with his arms crossed over his chest. He was smiling and there was a twinkle in his eye. He was obviously enjoying watching Jenna in this dilemma. She could see that his cock was rock hard, also. Jenna realized that she was trapped. She had no choice, but to beg Billy to fuck her. Besides, she was so aroused, she needed a cock inside her, and fast. She looked at Billy over her shoulder, arched her back, spread her legs further apart, and began gently thrusting her hips towards Billy. Then, in the sexiest voice she could muster, she said, "Billy, oh Billy, please fuck me." She reached behind herself and pulled up her skirt, revealing her thong. "My pussy is so wet. I need your cock inside me," she purred. She unbuttoned the crotch of her thong from the waistband and let it fall between her legs, completely exposing her pussy. She began to thrust her hips a little faster and moaned, "Please Billy, please." Billy needed no more encouragement. He stood up and grabbed Jenna's hips roughly. His slid his hands up her waist to her halter top. He pushed it up to expose her breasts and began to clumsily squeeze them and pinch her nipples. Jenna threw her head back onto Billy's shoulder and thrust her hips into his crotch. Billy may have been inexperienced, but he was very rough and Jenna liked that. Billy grabbed Jenna's hips and began dry humping her. Sensing that Billy might orgasm before he could get his cock into Jenna's pussy, Rob interrupted, "Hey Man, fuck her, don't hump her." Billy scrambled to unzip his jeans and pulled them and his boxers down far enough to expose his cock. He grabbed his cock and started fumbling to get it inside Jenna's pussy, without much success. Rob noticed his friend's difficulty and ordered Jenna to help Billy. Jenna reached between her legs and gently cupped Billy's cock in her delicate hand. Billy moaned at her touch. She bent over and guided his cock into her pussy. Once he was inside her, Billy grunted and began to pump hard and fast. As soon as Jenna had guided Billy's cock into her pussy, she slid her fingers between her pussy lips and began to stroke her clit. She wanted to orgasm with Billy's large, rough cock deep inside her, but Rob noticed her stroking herself. He grabbed her arm and pulled her hand away from her pussy and placed it back on the wall. Her juices, still on her fingers, smeared the wall. Jenna moaned pitifully. She desperately wanted to finger herself while Billy fucked her. His rough style was arousing her so much, but he wasn't giving any attention to her clit. Then, before she knew it, Billy shot his load deep inside her. With a groan, the last of his seed was deposited into Jenna. He slid his cock out of her with a plop and sprawled on Rob's bed. He was sweating and breathing heavily from his exertion, but he has a big smile on his face. Jenna was still bent over with her hands on the wall. She looked at Rob for instructions. "Clean him," Rob commanded. Jenna groaned pitifully. She had hoped that she would be rewarded with an orgasm of her own, but she obediently knelt down between Billy's legs and began sucking all the moisture from his cock. She wasn't finished cleaning Billy before his cock was rock hard again. Rob noticed and ordered, "Suck him." Jenna obeyed. She began to playfully lick the tip of Billy's cock. He groaned and stood up. He didn't have the patience or control to enjoy Jenna's ministration the way Rob did. Billy grabbed Jenna hair and began pumping his cock down her throat. He took a little bit longer, but it wasn't long before his seed was spilling down Jenna's throat. She swallowed it and sucked the residue from his shaft. Satisfied, Billy pulled his cock from Jenna's mouth and pulled his pants back up. He smiled and went to shake Rob's hand in gratitude. Rob stood in the corner of the room, leaning against his desk with his ankles and arms crossed. When Billy approached to thank him, he held up his hand and said, "Hold on, Man, don't thank me just yet. There is still one more lesson you need to learn before you'll be ready for your big date with Becky Pickford." "There is?" Billy asked. "Yes," Rob continued, "you have to learn to eat pussy." "That's gross," Billy said. "I'm not doing that." "Then you won't get into her panties," Rob replied. "You think all girls are as easy as Mrs. Carter, here?" he walked over to Jenna, who was still on her knees, and stroked her cheek. "Even she wouldn't let you fuck her if it weren't for her undying devotion to me," he pulled Jenna's head back by her hair so that she looked directly up at him. He smiled down at her, but continued talking to Billy, "No, Becky Pickford will definitely not fuck you unless you eat her pussy first." "Alright," Billy groaned. "Teach me to eat pussy." Rob gently pulled Jenna up from the floor and sat her on the edge of the bed. He laid her onto her back and placed her feet on the edge of the bed, her legs spread wide. Rob knelt down on the floor between her spread legs and motioned Billy to join him. He spread Jenna's pussy lips apart and pointed out her clit to Billy. "This is her clitoris. Go ahead and touch it." Billy poked Jenna's clit with his finger. "Come on, Man, you can do better than that," Rob encouraged. Billy began to rub Jenna's clit. He slid his finger over it. Jenna moaned and arched her back, desperate for more stimulation. Billy began to enjoy the feeling of her clit popping back and forth across his finger. He slid his entire hand between her pussy lips and began to stroke her, hard. Jenna pressed her clit into Billy's hand, almost humping him. Billy could feel Jenna's clit becoming harder and swelling. He loved the sound of her pussy juices squishing. He pulled his hand away from her pussy lips and looked down at Jenna's clit. He couldn't believe how large it had swollen and how deep red it had become. Billy leaned forward and took the swollen nub into his mouth. He furiously ran his tongue over it and began sucking hard. Jenna gasped and thrust her hips into Billy's mouth as her orgasm ripped through her body. Her pussy juices splashed onto Billy's chin. Watching Jenna's orgasm made Billy aroused yet again. He pushed Jenna's limp body further onto the bed and climbed between her legs. He unzipped his pants and pulled out his cock. He grinned smugly as he looked down at her spread legs. This time, he managed to get his own cock into her pussy. He fucked her slow and hard this time, intent on taking his pleasure from her used body. All Jenna could do was lie there with her legs spread and take the fucking. Jenna's Pickle Ch. 03 Please read Jenna's Pickle and Jenna's Pickle (Ch. 2) first. * Jenna stood bent at the waist. Her neck was clamped through a pillory and her wrists were tied together behind her back. Her legs were spread wide apart and her firm breasts dangled freely. She wore white bobby socks and 4" Mary Jane heels, which forced her to stand on her toes and forced her ass to be held higher than her shoulders, providing a beautiful display. Her eyes were blindfolded, but her soft, wet lips were not gagged. Her pussy was wet and quivering and her clitoris was swollen and aching to be touched. Behind her she heard the door being opened and heard Jimmy talking to someone. Jenna tried in vain to turn her head and see who was coming in and seeing her in this humiliating, helpless position. "Come on in," Jimmy said. "Here she is; this is Mrs. Carter. A real beauty, isn't she?" Jenna blushed. She hated whenever Jimmy and Rob told their 'guests' her real name. It would not be difficult for one of them to realize that she was the wife of Joseph Carter, a local politician. And, then it would only be a matter of time before Joseph discovered that she had been cheating on him and that she had become Jimmy's and Rob's sex slave in an attempt to keep her affairs secret. "Say 'hello' to our guest, Mrs. Carter," Jimmy instructed. Jenna voice died in her throat and the only sound she made was a small moan of frustration. She shifted her weight from one leg to the other and back again, which made her ass wiggle; and she writhed her bound wrists, which made her firm breasts sway slightly. She heard the two men chuckle at her humiliation. "I'll leave you two to have some time alone," said Jimmy as he closed the door behind himself. Jenna began to panic slightly and twist against her bindings. She was alone, bound and naked, with a stranger. What would he do to her? Would he hurt her? She heard him move up behind her and felt him run a finger lightly down her spine to the crack of her ass. Her breath quickened and she stiffened when his finger circled and pressed against her puckered anus. She tried to pull away, but that was impossible. He chuckled at her and slapped her ass, not hard, but enough to make a loud smack that rang in her ears and made her burn with humiliation. "Now, now, is that any way to behave?" he asked, mocking her. "You must be a good girl for Daddy." The stranger's finger continued its journey between her crack to her pussy. The finger slipped inside her tight, wet tunnel and stroked her. Jenna arched her back, trying to get the finger to go deeper inside her, but the finger slid out with a wet slurp, and continued down to her clitoris. The stranger smiled as he felt her hard, swollen clit. He held his finger against it, but did not stroke it. Jenna was on fire; she was so desperate to be stroked that she began pumping her hips against the stranger's strong, thick finger. He chuckled at her again and she stilled her hips, burning with shame. However, it was not long before she again began pumping her hips disgracefully against him. "My, my," laughed the stranger as he watched Jenna's hips thrusting against his finger. "Did Daddy's little girl get all excited and wet her panties?" A blush spread over Jenna's entire body, but she was so desperate for release that she only pumped her hips faster against the finger and moaned. She frantically hoped that he would not stop, that he would allow her to orgasm, but he pulled his finger away, causing her to whimper in frustration. "Well, my dear," he said, "Daddy is waiting for your answer." "Y-yes," she stammered. The stranger lightly flicked her clit and said, "Yes, what?" Jenna's head was spinning. She knew what this pervert wanted her to say; he wanted her to call him 'Daddy,' but she didn't know if she could play along with his incestuous fantasy. She was trembling with both shame and desire when the stranger flicked her clit again and she answered, "Yes, Daddy," with a small whimper. The stranger replaced his finger against her clit and Jenna again began pumping her hips, stroking herself against him. "Oh, such a good girl," he crooned. "But," he continued, pulling his finger away from her pulsating clit, "Daddy thinks you've had a little too much excitement for now." Jenna groaned with frustration and thrust her hips back, trying to regain the stranger's finger. "Please," she whimpered. "Please, Daddy, please." "My poor little girl," the stranger said in a patronizing tone, patting her rump. He began to move to the front of the pillory, his hand gliding across her back and down to her dangling breast as he moved. He gripped the breast and rubbed his thumb over the erect nipple before he walked in front of Jenna's face. "If you are a good little girl for Daddy, then Daddy will give you a treat. Okay?" "Yes ... Daddy," she replied. "Good girl," the stranger cooed. ***** Dan looked down at Jenna Carter and smiled. He had been working for her husband, Joseph Carter, for over a decade and, despite all his hard work, he was largely ignored. All the big promotions and big bonuses went to Joseph Carter's personal friends, not the workers who did the most for him. Today, however, this worker was going to get the biggest bonus of all ... fucking Joseph Carter's trophy wife. He undid his pants and pushed them down; his cock sprang out. He was harder than he'd ever been in his life. He rubbed the head of his cock against Mrs. Carter's full lips. She obediently opened her mouth and he slid his turgid cock inside. She wrapped her lips tightly around him, sucking and licking. He let out a guttural groan; the sensation of her hot, wet mouth on his cock sent shivers up and down his spine and legs; the pleasure was so great that his knees almost buckled and he had to grab the pillory to keep himself upright. He kept sliding, slowly, deeper into her mouth, down her throat. He felt her tense slightly as she tried to control her gag reflex. He watched her bound arms twisting and knew that she wished she could push him away and stop him from penetrating her mouth so deeply. But, she was helpless. Her tender mouth was completely vulnerable to him and his cock. "That's a good girl, take Daddy all the way in," Dan purred. Her submissiveness made his balls tighten. Mrs. Carter had always been a haughty bitch, but now she was trembling around his cock and straining to control her gap reflex. On the occasions she came to her husband's office, Dan or one of his co-workers would stop their work to provide her with whatever she wanted. Now, she was the one providing him with whatever he wanted, and struggling not to displease him. She made tiny little whimpering sounds that vibrated down his shaft and made him moan. He could almost come without thrusting ... almost. Dan gripped her pillory-encased head, pulled his cock back, and rammed it back down her throat, hard. Again and again he rammed his cock into her warm, wet hole. Mrs. Carter gagged and made muffled moans as he fucked her face. Saliva was oozing from her lips and down her chin, which caused a wet slapping sound each time his balls smacked her chin. She struggled to breathe through her nose at each backstrokes and to not gag at each forward thrust. But she did gag and her throat convulsed deliciously around his cock. It didn't Dan take long. The entire situation was a wet dream come true. His dick-of-a-boss's haughty bitch-of-a-wife was naked, tied up, bent over, and sucking his cock. One more thrust and he groaned and his cock shuddered, shooting his spunk between Mrs. Carter's plump, rosy lips. "Keep sucking," he groaned as his cock continued to throb and spurt. He had heard from Rob that it was quite pleasurable to have a woman continue sucking on a man's cock even after the man had spent himself. There was something delightful about the warm, wet suction coaxing out the last bit of semen. And Mrs. Carter did not disappoint. He felt her mouth pulling the last bit of spunk from his spent cock and the sensation made his balls tingle. ***** Jenna obediently swallowed all of the stranger's sperm and continued to suck on his cock until it was limp. She kept a firm grip on it with her tongue and lips so that as he pulled his prick out of her mouth, her tongue and lips would massage it and clean it of any residual fluids. "Ahhh," the stranger crooned with a satisfied groan, "Daddy's little girl has definitely earned a reward." Jenna could hear him moving back behind her. This time, he placed the heel of his hand against her labia. She wiggled her hips to get it between her labia and then pressed her clitoris hard against it and began humping his hand furiously. She was terrified that he would stop before she could climax. ***** Dan looked down at Mrs. Carter's smooth, plump ass dancing on his hand. He was becoming hard again watching her performance. He kept his hand completely still; he enjoyed watching her do all the work, struggling so hard to give herself an orgasm. Her hips thrust back and forth, her wrists twisted in their binds, her thighs and belly trembled, and she moaned and whimper softly with her efforts. Mrs. Carter had a wonderful body, in Dan's opinion. Her waist was narrow, but her breasts, ass, and thighs had soft, plump flesh on them. Her ass had an adorable dimple and the flesh jiggled ever so slightly as she masturbated. The next time Dan fucked his boss's wife, he would ask that she be tied to a bed so he could lie on top of her and feel her curves cushioning his body as he drilled his cock into her. He fantasized about his next time as he idly watched her ride his hand. Next time she would be on a bed, her wrists tied to the headboard, her eyes blindfolded again, her glorious mane of hair spread out on the pillows, her knees bound to the bed's side rails under the mattress. Her knee binds would be loose enough that Dan could move her knees closer to the headboard or the footboard as he wished, but not so loose that she could pull her knees together. Maybe, before he fucked her, he'd run a rose softly over her body, a little hint of romance in the middle of her rape. After all, he wasn't opposed to allowing Mrs. Carter pleasure; he was being very generous right now, allowing her to pleasure herself. As he mused, Dan noticed Mrs. Carter's tiny rosebud of an anus. It looked very enticing, half hidden between her rounded ass cheeks. ***** Jenna froze in mid-stroke as she felt the stranger's other hand caress her ass and one finger wiggle between her buttocks and prod her anus. She whimpered, squirmed, and tried to clench her ass muscles to ward off his attention. But, all she got for her trouble was a stinging slap from the hand she had been humping. She could feel a large wet smear on her ass where the stranger's hand, covered with her secretions, had smacked her. "Don't make Daddy spank you again, sweetheart," the stranger reprimanded. Jenna hear a sound behind her, it was a lid being lifted. She knew from when Rob and Jimmy had first brought her into this room that there had been a jar of Vaseline on a nearby table. She braced herself. ***** Mrs. Carter had more than enough lubrication that Dan could have used the copious fluids from her pussy to grease his cock and her ass, but he was impatient and didn't want to take the time to transfer her lube from one hole to another. Instead, he flipped open the jar of Vaseline and quickly slathered his cock, then smeared Mrs. Carter's ass, pushing his finger in deep to coat her inner passage. Her muscles squeezed him so tightly he groaned. "Oh, my goodness, someone is very tight," Dan purred. "If I hadn't seen the video myself, I would have sworn that Daddy's little girl had a virgin hole hidden back here," he said, referring to the video of Jimmy and Mrs. Carter having sex in the back of Jimmy's van; it was the video Jimmy and Rob were using to blackmail her. Dan wiggled his finger inside her and Mrs. Carter squealed and tried to pull away, making him laugh. He guided the head of his cock to the entrance of her ass and grabbed her hips. With one long, smooth stroke, he pressed inside her tight tunnel. She was so tight, Dan had to grip her hips forcefully and concentrate on his breathing in order to keep himself from climaxing again. Despite the fact that he had just, minutes before, experienced the most explosive orgasm of his life, Mrs. Carter's viselike grip on his cock made him want to explode all over again, right now. Slowly, he counted to ten and breathed down his orgasm, but when he looked down at Mrs. Carter's puckered anus wrapped so tightly around his cock, he had to look away and count to twenty. Eventually, he got himself under control. He leaned over her and placed the heel of his hand back between her labia, pressing against her tight, swollen clitoris, and waited. ***** Jenna shifted her hips very slightly, but the incredible pressure in her ass made her gasp; she held herself rigidly still and willed the pain to subside. She was on the torture rack, trapped between the overwhelming need to orgasm and the pain of the stranger's cock in her ass. She had only experienced anal sex on two occasions before and both times she had been pleasantly drunk, or drunk enough that the pain had been numbed. The first time was with her husband, Joseph, and she only did that because she loved him so much. Joseph loved her too, which was why he never again asked for anal sex, knowing how little Jenna had cared for it. The second time had been with Jimmy, the man who was blackmailing her into being his and his son's sex slave. On that occasion, Jenna had been so drunk she barely remembered feeling anything. But this time she was not drunk and she felt every inch of this stranger's cock plundering and stretching her tender hole. His cock was not as long or as thick as Joseph's; she had realized that when she sucked him. So she concentrated on relaxing her anal muscles and she wiggled her hips to see if she could find a more comfortable position. She found that if she spread her legs further apart and arched her back so her hips were tilted upward, then she felt less pressure and pain. Once she maneuvered herself into the most comfortable position she could find, she again began rubbing her clit against the stranger's hand. As she humped the stranger's hand, Jenna felt her ass clenching around the cock inside it, but her lust had taken over and couldn't be denied. The pain and pressure in her ass had become secondary to the slick friction of sliding her aching clit against the heel of the stranger's hand. Her orgasm was within reach and she couldn't stop, couldn't slow down. Her hips swiveled and bucked with short, fast movements as she roughly stroked her clit against the strong, callused hand that promised her a glorious climax; she groaned and grunted as she struggled; the tension in her belly coiled tighter and tighter until it snapped and her pussy shuddered and seized; and she ground her clit hard against the stranger's hand, desperate for him to squeeze every last pulse of pleasure from her flesh. Once the most intense jolt of her orgasm began to ebb, Jenna felt lightheaded and her knees began to weaken. Fortunately, she did not fall because the stranger grabbed her hips in a hard, bruising grip and began fucking her ass with deep, punishing strokes. She heard his grunting, but it sounded oddly far away to her lethargic brain. She felt the pain and pressure of his cock's hard, penetrating strokes, but her muscles were so tired, they would not tense in response. This was probably a good thing; she was as relaxed as she could be without actually losing consciousness. She passively allowed the stranger to support her weight while she panted, trying to catch her breath. ***** Dan was going wild; the feel of Mrs. Carter's orgasm from the inside drove him into a frenzy. He was pumping his cock without restraint into her, just needing to fuck her hard until his balls emptied again. He had felt her legs buckle, but she wasn't getting away that easily. He grabbed her hips and held her up as he leaned the full weight of his body into her tight ass. "Fucking take it, you bitch," he growled. His incestuous fantasy was forgotten; all that remained was the primal urge to fuck her deep and hard. He kept pounding and pounding into her, grunting and groaning, his fingers leaving bruises. He took longer this time than the first, but eventually he felt his balls tighten and he pumped gushers of sperm deep into his boss's wife's bowels. He groaned in satisfaction as he pulled his spent cock out of her anus. He reached for a towel on the table and began wiping his cock. He was pleased to see that there was no fecal matter on his cock; Mrs. Carter had undoubtedly received an enema before his visit. But, he did see tinges of blood mixed with the Vaseline. He smiled; he truly had busted the bitch's ass. ***** "Well, I'm off," the stranger said. Jenna could hear the sound of him zipping up his pants. She was still feeling weak and lightheaded, but she was able to hold herself up with her own legs again. Her ass was burning and throbbing with pain. Never before had Jimmy or Rob or any of their friends hurt her as much as this stranger had. She had been humiliated and degraded countless times before, but this time she endured both emotional and physical pain. She had to find a way to get out of this situation. This was no longer simply a matter of hiding her infidelity, of saving her marriage, of protecting her and Joseph's reputations, or of preserving Joseph's professional image and career. This was becoming a matter of her safety. What if the next man Jimmy or Rob brought hurt her to the point that she needed a doctor or a hospital? She was thinking frantically about what she could do to save herself when the stranger patted her rump in farewell. Then he said, "I have to get back to work before the boss notices how long I've been gone. It's not easy working for a man like Joseph Carter ... but then again, I'm sure you know all about that, don't you, Mrs. Carter?" Her world went black; she didn't even hear the door behind her open or close. Her knees buckled and would have hit the floor if not for the pillory holding her up by her neck. If Jimmy had not come in immediately after his friend left, Jenna probably would have strangled to death. As it was, she might have been better off dead.